$389,900
2 Bed Condominium for Sale in Naples
259 Winners Circle 4, Naples, FL, 34112
About this home
**STUNNING 2026 REMODEL – MOVE-IN READY BAYOU MODEL!** Welcome to 259 Winners Circle #4, a beautifully remodeled 2-bedroom, 2-bath Bayou model offering an impressive **1,542 sq. ft. of living space**. Completely updated in 2026, this stylish condo features beautiful gray wood-look luxury vinyl flooring throughout and a bright white kitchen showcasing gorgeous white granite countertops, abundant cabinetry, and convenient under-counter front-loading washer and dryer. The spacious primary suite is a true retreat with a luxurious ensuite bathroom finished in elegant white marble. Enjoy Florida living from the screened lanai, perfect for relaxing and entertaining. Fresh, bright, contemporary and completely **MOVE-IN READY—no renovations needed!** Located in The Glades Golf & Country Club, where residents enjoy two golf courses, pickleball, tennis, bocce, multiple swimming pools, dining and an active social lifestyle—all just minutes from downtown Naples, Fifth Avenue South, shopping, restaurants and the beautiful Gulf beaches. **Offered at $389,900.**
Property details
- Type
- Condominium
- Year built
- 1981
- Interior
- 1,542 sqft
- Lot size
- Not specified
- Acreage
- Not specified
- Garage
- None
- Days on market
- 0
- Total association fees
- $14,388/yr (~$1,199/mo)
- CDD
- None
- Est. taxes (1.4%)
- $5,459/yr
- Flood zone (area est.)
- Yes · High risk (AE)
- Storm protection
- Impact Windows/Doors
- Exposure
- West
- Waterfront
- No
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- No
- Spa
- No
- Natural gas
- No
- Water
- Public
- Sewer
- Public Sewer
- New construction
- No
- Pets
- Call, Conditional
- County
- Collier
Total association fees sums the core association dues the MLS feed provides (HOA, condo/master association, and land lease), normalized to a yearly figure. These are separate from and additional to specialty charges, mandatory club or food-and-beverage minimums, special assessments, and rec-lease fees, which the IDX feed does not carry. Always confirm the full fee schedule with the HOA or listing agent.
Maintenance included in the fee
What the association dues cover, per the MLS. Confirm the full schedule with the HOA.
Amenities
Flood risk shown is an area-level estimate and can differ from a specific unit's actual FEMA designation (which varies by structure and elevation). Look up this address on the FEMA Flood Map and verify with a licensed insurance agent before relying on it.
Based on the $/sqft of 4 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.
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Recently sold nearby
Closed comparable sales within ~1 mile in the last 12 months, similar price, size, beds/baths, and age.
| Address | Sold | Sold price | Beds/Baths | Sq ft | $/sqft |
|---|---|---|---|---|---|
| 292 Winners Circle 2776 | Oct 2025 | $355,000 | 3/2 | 1,542 | $230 |
| 296 Winners Circle 3 | Sep 2026 | $367,000 | 3/2 | 1,542 | $238 |
| 4305 Beechwood Lake Drive | Feb 2026 | $360,000 | 3/2 | 1,680 | $214 |
| 191 Albi Road 904 | Dec 2025 | $385,000 | 2/2 | 1,454 | $265 |
| Average | 4 comps | $366,750 | $237 |
Market trends, Glades Country Club
Live community medians from the MLS · see all listings. Indicative, not an appraisal.
The good, the trade-offs & the location
- Storm protection: Impact Windows/Doors
- Built 1981 — pre-2002 construction may carry older wind codes and higher insurance
- In a higher-risk flood zone (AE) — flood insurance likely required
- No garage listed
- Higher association fees (~$14,388/yr)
Straight-line distances to major SWFL amenities, approximate; actual drive times vary.
Nearby schools
Get more information on their programs, scores, and extracurriculars on each school's page · browse the full schools directory.
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Listing information is provided in part by the Florida Gulf Coast Multiple Listing Service (MLS) through its Broker Reciprocity / Internet Data Exchange (IDX) program. Properties displayed may be listed by brokerages other than SWFL Relocation Team. Data is deemed reliable but is not guaranteed accurate by the MLS or this brokerage and should be independently verified. Fees, flood zones, taxes, square footage, and school assignments are estimates from the feed and must be confirmed. © 2026 SWFL Relocation Team. All rights reserved.